Madonna: 50 Looks We Can't Forget

As the Material Girl celebrates a half-century, trace her every fashion reinvention. By Aaron Parsley and Cara Lynn Shultz

ODD COUPLE

She may have be dripping in $20 million Harry Winston diamonds, but it was neither her bling, nor her daringly low-cut Bob Mackie gown, that had people talking at the 1991 Academy Awards. Madonna arrived with Michael Jackson, and whispered and giggled in his ear at the post-show bash at Spago. But it was all just for show, with Madonna soon ditching the King of Pop for beau Warren Beatty.